How is this different from /private-mentorship (the CXO AI Collective)?

AI Operator OS is a 90-day productized program with a defined outcome — go from power-user to production builder, with shipped artifacts. The CXO AI Collective is an ongoing open-ended retainer for executives running AI strategy at the top. Many clients start with Operator OS and continue into the Collective.

Can my whole leadership team do this together?

Yes — that's the cohort mode. Each executive gets their own 1:1 work plus a shared group session every 2 weeks. This is exactly the Flutter Entertainment pattern: 8 execs, individualized, with shared peer learning.

What does "shipped artifacts" actually mean?

Real things. Custom agents built around your workflows. Claude skills tuned to how you write. Production-ready systems — not screenshots from a tutorial. By week 4 you have artifacts your team is using; by week 12 you have a stack of them.

How much weekly time does this require from me?

60–90 min for the live session. Plus whatever async time you put into applying the work between sessions. Most clients spend 2–4 hours per week including the session — and recapture 10–15 hours per week in productivity within the first month.

How is pricing structured?

Single-executive engagements are scoped to a 90-day fixed program. Cohort engagements scale by the number of executives and pacing. Book a 30-min call to scope it.

For executives operating at 15% of what's possible

You're already a power user.

You've been hitting ChatGPT for hours a day. You know there's another gear. This is how you find it — with shippable production assets out of every session, not "things you learned."

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CEOFounderC-suite executiveCohort buyer (COO/Head of L&D for 5–10 execs)

The situation

Sound familiar?

You're already using ChatGPT or Claude 2+ hours per day.
You've hit the ceiling of what YouTube tutorials can teach you.
You're doing the $20/hour AI work but the $150/hour work is still on agency invoices.
You want shipped artifacts — not "modules" or "courses."

What you walk away with

From 10–15% AI capacity to 70–80% in 90 days. Production-ready systems out of every session. Your team will think you hired a developer.

What’s in the OS

Every component built around the same outcome. No bolt-ons.

Week 1

Personal Capability Audit

A 2-hour deep dive on your current AI workflows. What you're doing well, what you're missing, what's leaving the most value on the table.

12 weeks

Weekly 1:1 Sessions

Live problem-solving on your real work. Not lectures, not curriculum — your actual problems, solved with you in real time.

Ongoing

Custom Agent + Skill Builds

Bespoke agents and Claude skills built around your actual workflows. You leave each session with shipped artifacts.

Continuous

Async Slack / Loom Reviews

Between sessions, drop questions in Slack or send Looms of work-in-flight. You don't hold it for Friday — you ship Tuesday.

Optional

Cohort Mode (Optional)

For 5–10 execs at the same company. Each person gets their own 1:1 sessions plus a shared executive group session every 2 weeks.

Included

Tooling Stipend

You get the tools you need — ChatGPT, Claude, Cursor, Lovable, whatever — set up correctly the first time.

I thought I was a power user. I was using ChatGPT more than anyone I knew. Then I started working with Mark and realized I had no idea what was actually possible.

Angel Olavarria, Founder, Strive Skin

Public case study, Strive Skin

Fit check

We’d rather tell you no upfront than waste a quarter together.

Right for you if

You've already used ChatGPT/Claude daily for 6+ months and want to break through
You want production artifacts out of each session, not curriculum
You're willing to bring real work — not theoretical exercises
You can commit to weekly sessions for at least 12 weeks

Probably not if

You're new to AI — start with AI Essentials, then come back
You want a self-paced course — this is 1:1 live coaching, not LMS content
You don't have buy-in from your team to apply what you build — without that, the work plateaus

How this fits the rest

AI Operator OS bundles components you can also buy on their own.

Bundled component

CXO AI Collective

The open-ended retainer alternative. Operator OS is a productized 90-day program; the Collective is an ongoing strategic advisory relationship.

Learn more

Bundled component

Strive Skin case study

See exactly what 60 days of this engagement produced — $78K+ in agency-equivalent value, 250%+ paid conversion increase.

Learn more

Read the Strive Skin case study

FAQ

Common questions

You're already a power user. Let’s scope your version of this.

30-minute discovery call. No pitch deck, no obligation. By the end you’ll have a clear read on whether AI Operator OS is the right shape — and a scoped proposal lands within 48 hours if it is.

Book a Discovery Call or browse all solutions